Time for a historical overview – how many times has your franchise won your division in the first 32 seasons of Shtickless? When was the last time you finished 1st? Following is a list of both, acknowledging that many teams have had numerous cities and owners. The name listed below is the franchise’s current city:

National League – total first place finishes (last season to finish first in parentheses)

Random things I noticed:
NL South is the only division with 3 teams with 10+ first place finishes
AL North has had all 4 teams win the division since season 28
AL South has had all 4 teams win since season 26
NL South has had all 4 teams win since season 25